Tridecane
| Tridecane | |
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Tridecane[1] |
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Other names
n-Tridecane[citation needed] |
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| Identifiers | |
| CAS number | 629-50-5 |
| PubChem | 12388 |
| ChemSpider | 11882 |
| UNII | A3LZF0L939 |
| EC number | 211-093-4 |
| KEGG | C13834 |
| MeSH | tridecane |
| ChEBI | CHEBI:35998 |
| ChEMBL | CHEMBL135694 |
| RTECS number | YD3025000 |
| Beilstein Reference | 1733089 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C13H28 |
| Molar mass | 184.36 g mol−1 |
| Exact mass | 184.219100896 g mol−1 |
| Appearance | Colourless, transparent liquid |
| Odor | Odourless |
| Density | 756 mg mL−1 |
| Melting point |
-6--4 °C, 267-269 K, 21-25 °F |
| Boiling point |
232-236 °C, 505-509 K, 449-457 °F |
| log P | 7.331 |
| Vapor pressure | 100 kPa (at 59.4 °C) |
| Refractive index (nD) | 1.425 |
| Thermochemistry | |
| Std enthalpy of formation ΔfH |
−379.3–−376.1 kJ mol−1 |
| Std enthalpy of combustion ΔcH |
−8.7411–−8.7383 MJ mol−1 |
| Specific heat capacity, C | 406.89 J K−1 mol−1 |
| Hazards | |
| GHS pictograms | |
| GHS signal word | WARNING |
| GHS hazard statements | H315, H319, H335 |
| GHS precautionary statements | P261, P305+351+338 |
| EU classification | |
| R-phrases | R36/37/38 |
| S-phrases | S26, S36 |
| Flash point | 94 °C |
| Related compounds | |
| Related alkanes | |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Tridecane may refer to any alkane hydrocarbon with the chemical formula C13H28, or to a mixture of them. There are 802 constitutional isomers with that formula.[2] In the IUPAC nomenclature, the name refers exclusively to one isomer, the straight-chain H3C(CH2)11CH3, also called normal or n-tridecane; the other isomers are named as derivatives of lighter hydrocarbons, as in 2,2,4,4-tetramethyl-3-t-butyl-pentane.
Tridecanes are generally light, combustible colourless liquids. They are used (possibly mixed with other alkanes) in the manufacture of paraffin products, in the paper processing industry, in jet fuel research and in the rubber industry.
In chemical research, n-tridecane is used as a solvent and distillation chaser.
Nymphs of the southern green stink bug produce n-tridecane as a dispersion/aggregation pheromone which possibly serves also as a defense against predators.[3] It is also the main component of the defensive fluid produced by the stink bug Cosmopepla bimaculata.[4]
[edit] See also
[edit] References
- ^ "tridecane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification and Related Records. http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=12388&loc=ec_rcs. Retrieved 4 January 2012.
- ^ Davidson, Scott (2002). "Fast Generation of an Alkane-Series Dictionary Ordered by Side-Chain Complexity". J. Chem. Inf. Comput. Sci. 42 (2): 147–156(10). doi:10.1021/ci010094b.
- ^ Todd, J. W. (1989). "Ecology and behavior of Nezara viridula". Annual Review of Entomology 34: 273–292(20). doi:10.1146/annurev.en.34.010189.001421.
- ^ Krall, Brian S.; Bartelt, Robert J.; Lewis, Cara J.; Whitman, Douglas W. (1999). "Chemical Defense in the Stink Bug Cosmopepla bimaculata". Journal of Chemical Ecology 25 (11): 2477–94(18). doi:10.1023/A:1020822107806.
[edit] External links
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